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Article

In Vitro Reactivity of the Glucose Degradation Product 3,4-Dideoxyglucosone-3-ene (3,4-DGE) towards Abundant Components of the Human Blood Circulatory System

Food Chemistry, Department of Chemistry and Pharmacy, Friedrich-Alexander-Universität Erlangen-Nürnberg (FAU), Nikolaus-Fiebiger-Straße 10, 91058 Erlangen, Germany
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Academic Editors: Naila Rabbani and Paul J. Thornalley
Int. J. Mol. Sci. 2022, 23(9), 4557; https://doi.org/10.3390/ijms23094557
Received: 3 March 2022 / Revised: 13 April 2022 / Accepted: 17 April 2022 / Published: 20 April 2022
(This article belongs to the Special Issue Protein Glycation in Food, Nutrition, Health and Disease)
3,4-Dideoxyglucosone-3-ene (3,4-DGE) is a glucose degradation product present in processed foods and medicinal products. Additionally, its constant formation from 3-deoxyglucosone in plasma has been suggested. Due to its α,β-unsaturated dicarbonyl moiety, 3,4-DGE is highly reactive and has shown harmful effects in vitro. Here, we investigated the impact of major components of the human blood circulatory system on 3,4-DGE in vitro. Under physiological conditions, plasma concentrations of human serum albumin (HSA) reacted efficiently with 3,4-DGE, resulting in only 8.5% of the initial 3,4-DGE concentration after seven hours (vs. 83.4% without HSA, p < 0.001). Thereby, accessible thiol groups were reduced from 0.121 to 0.064 mol/mol HSA, whereas ketoprofen binding and esterase-like activity of HSA were not affected. Plasma concentrations of glutathione (GSH) reacted immediately and completely with 3,4-DGE, leading to two stereoisomeric adducts. Plasma concentrations of immunoglobulin G (IgG) bound to 3,4-DGE to a lower extent, resulting in 62.6% 3,4-DGE after seven hours (vs. 82.2% in the control, p < 0.01). Immobilized human collagen type IV did not alter 3,4-DGE concentrations. The results indicated that particularly HSA, GSH, and IgG readily scavenge 3,4-DGE after its appearance in the blood stream, which may be associated with a reduced antioxidative and cytoprotective activity for the living cells and, thus, the human organism by blocking free thiol groups. View Full-Text
Keywords: 3,4-dideoxyglucosone-3-ene (3,4-DGE); α,β-unsaturated dicarbonyl; glucose degradation product; diabetes; glycation; human serum albumin; l-glutathione; immunoglobulin G; collagen type IV; oxidative stress 3,4-dideoxyglucosone-3-ene (3,4-DGE); α,β-unsaturated dicarbonyl; glucose degradation product; diabetes; glycation; human serum albumin; l-glutathione; immunoglobulin G; collagen type IV; oxidative stress
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MDPI and ACS Style

Auditore, A.; Gensberger-Reigl, S.; Pischetsrieder, M. In Vitro Reactivity of the Glucose Degradation Product 3,4-Dideoxyglucosone-3-ene (3,4-DGE) towards Abundant Components of the Human Blood Circulatory System. Int. J. Mol. Sci. 2022, 23, 4557. https://doi.org/10.3390/ijms23094557

AMA Style

Auditore A, Gensberger-Reigl S, Pischetsrieder M. In Vitro Reactivity of the Glucose Degradation Product 3,4-Dideoxyglucosone-3-ene (3,4-DGE) towards Abundant Components of the Human Blood Circulatory System. International Journal of Molecular Sciences. 2022; 23(9):4557. https://doi.org/10.3390/ijms23094557

Chicago/Turabian Style

Auditore, Andrea, Sabrina Gensberger-Reigl, and Monika Pischetsrieder. 2022. "In Vitro Reactivity of the Glucose Degradation Product 3,4-Dideoxyglucosone-3-ene (3,4-DGE) towards Abundant Components of the Human Blood Circulatory System" International Journal of Molecular Sciences 23, no. 9: 4557. https://doi.org/10.3390/ijms23094557

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